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Canvas Quiz 2 / CHEM 203 Fall 2022

You may want to study some and try these under test conditions. Then look up the answers or work with a   classmate before inputting answers on Canvas but do not ask the LA’s or TA for assistance specifically with  these problems but you can ask questions about OYO or ACE problems that are similar.

For many of these you may want to make a model to confirm your answer.

1. What is the most likely starting alkene that resulted in these products?

Unknown alkene

Br2

CHCl3

Br

Br

+

A.

B.

C.

D. At least two choices would give the product mixture shown

2. What is the most likely starting alkene that would result in these products?

Unknown alkene

Br2

H2O

OH Br

+   possibly a stereoisomer

(will ask in the next problem)

A. 

B.

C. 

D. At least two choices would give the product shown

3. In the previous problem what would the other stereoisomer be?

Br

A.             OH

 

D. None of the above

Br

OH

 

B.

 

E. Choices A & B

 

 

 

C.

OH

Br

 

 

 

F. Choices B & C

4. The data for mixed diatomic halogens reacting with alkenes is sparse and comparing the data I did find, there does not seem to be a consistent trend. For BrCl though, evidence shows that you get good selectivity for the bromine at the more substituted carbon of the double bond. In contrast, ICl forms a 50/50 mixture, and IF forms compounds with fluorine at  the more substituted carbon.

If the following reaction is accurate which is the most reasonable claim for this reaction?

 

Br   Cl

CH2Cl2

Cl

 Br

 

A. A chloronium ion is formed because when the 冗-bond attacks BrCl the better leaving group bromide is expelled. B. A bromonium ion is produced because Cl is more electronegative thus make Br more electropositive and more   attractive for 冗-bond attack.

5. Which bonds are staggered gauche to the axial methoxy group when looking down the C5-C6 bond?

OCH3

5        6        1

4       3        2

A. C6:H(equatorial) bond

D. C6:H(axial) bond

B. C6:H(axial) bond

E. C1:C2 bond

C. C5:C4 bond

F. C6:C1 bond

6. When NaOH is added to this molecule the epoxide product made would have the two methyl groups cis or trans?

OH

Br       

H

CH3

CH3

A. cis (pointing in the same direction)

B. trans (pointing in the opposite direction)

7. Which bond is longer?

 

Br

H3C

H

A. bond a”

B. bond b”

8. What is the hybridization state of the central carbon?

H

              H

                 Br

Br

A. sp

B. sp2

C. sp3

D. sp4

9. Is the mirror image of the following molecule the identical molecule or its enantiomer?

H

              Br

H

A. identical


B. enantiomer

10. Is this molecule chiral or achiral?

Br

C  C  

H

A. chiral

B. achiral